
Holiday rentals with a pool in Chelan
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Chelan

Total holiday rentals
Explore 460 holiday rentals in Chelan

Nightly prices starting at
Chelan holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 7,580 verified reviews to help you choose

Family-friendly holiday rentals
320 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
450 of Chelan holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chelan rentals

4.7 Average rating
Chelan stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Chelan
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Hillside Rest - Chelan Resort Suites #407
Chelan Resort Suites – Hillside Retreat #407 Stylish Condo with Private Patio + Shared Pool & Hot Tub — Walk to Lake Chelan! Overview Escape to this beautifully updated 2-bedroom, 2-bath condo located on Chelan’s hillside, just a short stroll from Lake Chelan’s beaches, shops, and dining. With fresh paint, new flooring and furnishings, and modern amenities including central AC and in-unit washer/dryer, this light-filled, family-friendly home is the perfect base for your Chelan getaway. Relax on your private patio with views, soak in the shared hot tub or pool, or unwind by the gas fireplace during cooler evenings. Sleeping Arrangements Primary Bedroom: 1 Queen (sleeps 2) Second Bedroom: 1 Queen (sleeps 2) Living Area: Full-size Memory Foam sofa bed (sleeps 2) Total sleeping capacity: 6 guests Living & Dining The open-concept living area features a plush sofa, armchair, and flat-screen TV with cable. A gas fireplace adds warmth and ambiance in the off-season. The adjacent dining space seats 4 at a glass-topped table, with extra seating at the breakfast bar. The fully appointed kitchen includes stainless steel appliances, a dishwasher, modern light fixtures, and generous cabinet space for easy meal prep. Outdoor & Shared Amenities Step out onto your private patio to enjoy fresh air and quiet views. Access shared on-site amenities including a heated pool, hot tub, and gas grill—perfect for relaxing after a day exploring. Guest Favorites & Family Features Kids are welcome! We provide a Pack ’n Play, children’s wagon, and high-chair for little ones. Free high-speed WiFi keeps you connected, and central air-conditioning ensures comfort on warmer days. Location & Nearby Attractions Your condo puts you within easy reach of Chelan’s best: Lake Chelan Beaches & Water Sports: Just about 1 mile away, walk or drive to swimming, boating, paddleboarding, and fishing Downtown Chelan: Explore local restaurants, boutique shops, wine tasting, and nightlife Outdoor Adventures: Nearby hiking trails, mountain biking, and rock climbing in the surrounding hills Manson, WA: A scenic 8-mile drive across the lake, with wineries and quiet lakeside charm Leavenworth: Perfect for a day trip—just 54 miles through mountain views to this Bavarian-style mountain town Other Details Parking: One assigned spot (free for 1 vehicle) Minimum Age to Rent: 25 years old No pets allowed City/Town Permit: STR-0048

Penthouse on Lake Chelan | 1 min walk to downtown
Escape to The Penthouse, located directly on Lake Chelan, offering a stunning backdrop of both the lake and the Cascade Mountains. Enjoy a spacious 1,000 sqft private wrap-around deck, relax in the jacuzzi, or dip in the swimming pool. The Penthouse is in the heart of of restaurants, shops, and wineries. Accommodating up to 12 guests, 4 bedrooms, 6 beds, and 3.5 baths. Experience endless outdoor activities ie. water-skiing, jet-skiing, kayaking, paddle boating, wine tasting at nearby vineyards!

Romantic Boutique Getaway with Modern Remodel.
Top floor unit, no one above you! This newly remodeled private boutique-style condo with central AC is the perfect getaway for 1-4 guests. Located next to Lakeside Park, near the heart of Chelan. Includes free parking, fast WiFi, a community pool and sauna, and thoughtfully stocked kitchen and bathroom. Centrally located, just seconds from the lake, with quick access to vineyards, golf, fishing, water sports, hiking, shopping, and more! Need only 1 night? Send me a message for availability.

Chelan River Breeze Reserve 4BR/15 beds/pool/h.tub
If you are looking for a spacious luxury Chelan home where PRIVACY & PEACE, NO CROWDED pools and NO NOISY neighbors are your priority, then this is your dream! Just a few steps from the kitchen to your private hot tub & heated natural saltwater pool. Unwind as you view the exhilarating waterfront & mountain views from the infinity pool & hot tub. IMAGINE creating friend & family memories at a perfect retreat just 10 minutes from Chelan. Trust me. You won't ever want to leave! It's all here!

Sandy Beach Delight unit 1-5
Welcome to your dream Lake Chelan waterfront condo! Enjoy stunning lake and mountain views, and take advantage of amazing amenities like pools, a hot tub, tennis and basketball courts, and a sandy beach just steps away. Dock your boat on a private buoy or explore nearby attractions like Slide Waters, Lady of the Lake tours, and Bear Mountain Golf. Inside, relish the views, a modern kitchen and cozy living spaces. Unwind with WIFI, gas grill and A/C. Your perfect getaway at Sandy Beach Delight!

Penthouse-Stunning Views-Pool, Hot Tub
Looking for high-end accommodations with pristine views of Lake Chelan? Marina's Edge is located across the street from Manson Bay Marina, a public swim park, with lifeguard, and steps away from the heart of downtown Manson. Manson boasts wineries, the local brewery, restaurants, and a diversity of other area attractions. Pristine views of Lake Chelan and the majestic mountain range. This is a Penthouse Suite on the 4th level and there are two flights of stairs from entrance on 2nd level.

Lake Chelan View Home with pool, hot tub & yard!
Treat your family or group to panoramic lake views at this Lake Chelan luxury retreat. This charming home has been freshly renovated with a sophisticated blend of modern and farmhouse designs. Relax to a mood-setting electric fireplace in the main living area, a bonus room downstairs that is perfect for movie or game nights & covered deck so you can relax and BBQ in style! Over half an acre of tranquil, park-like grounds including a fenced-in yard, a private 44' heated pool, cabana & hot tub!

Private indoor pool, hot tub & lake views
Welcome to Lakeview Haven in Lake Chelan, a warm and stylish family retreat nestled just minutes from the heart of downtown. Enjoy endless hours of entertainment with our year-round private, heated indoor pool overlooking serene mountain and lake views! Explore everything Chelan has to offer with walking distance to wineries, and less than five miles of parks, restaurants and shops. Perfect retreat to unwind and indulge in an alfresco experience with the view of Lake Chelan as your backdrop.

Walk2Lake | Pool/HotTub | Games + Bunk Bed
Summer at Lake Chelan await. This cozy 1-bedroom condo is just steps from the water and close to wineries, downtown Chelan, and Slidewaters. Inside, enjoy a comfortable living space with a fireplace, full kitchen, queen bedroom, and loft with bunk beds — perfect for couples or small families. Take in partial lake views from the private balcony, spend sunny days at the lake, and unwind in the shared indoor pool and hot tub after exploring Chelan. The perfect home base for your Chelan getaway.

Chelan Condo | Breathtaking Mountain & Lake Views
This 2-bedroom, 2-bath vacation rental in Chelan, Washington, is the perfect place to relax and rejuvenate. You’ll love the cozy space with free WiFi, a full kitchen, and a balcony with amazing mountain views. It feels like you’re right at home! While you’re here, you can explore Chelan Riverwalk Park, go wine tasting at some of the local vineyards, or play a round of mini-golf with the family. This highly-rated retreat has everything you need to unwind and experience Chelan to the fullest!

Stunning Lakeview Home with Dock, Pool & Hot Tub
Location! A full custom designed, elegantly constructed home with a rustic-industrial flare. This home offers COMMANDING LAKE VIEWS all within a mile of Downtown Chelan. Enjoy the shared dock in one of the warmest swimming bays on Lake Chelan. MAIN LEVEL LIVING- master bedroom/bath, great room, kitchen all on one level. Guest Suite above and a generous rec room below with 2 additional bedrooms, second kitchen and a billiards area, all leading out to the LUXURIOUS INFINITY EDGE POOL and SPA.

A Vineyard Stay, Savor the Serenity of Manson
A Vineyard Stay Looking for space and privacy? You've got it with over an acre of land, and a completely detached guesthouse with fully equipped kitchen and heated pool. Sit back and relax on your private deck with sweeping views of pristine Lake Chelan, views of your hosts vineyard and immaculate gardens. Enjoy yard games or walks through country roads surrounded by orchards. Located in Manson, experience the stunning natural beauty, endless recreation and small-town charm found here.
Popular amenities for Chelan rentals with a pool
House rentals with a pool

Spacious Sun Cove Home w/ Views, Boat Launch, Pool

Cozy Wapato Point Escape - Lake Views + Hot Tub

2 Waterfront Houses for the price of one

Cozy single level home in sun cove community

Lake Chelan- Private Pool, Hot Tub, Stunning Views

Lakeview Golf Course - Pool/Hot Tub - Soap Lake

Eagles Nest over Chelan at Park Pointe Condos

Gemini Lodge- Spacious Log Home Retreat
Apartment rentals with a pool

Mountain View 1BR Stay | Cozy Fireplace Retreat

Port Cabana - Unit 3

WM Lake House @ Lake Chelan 1 Bedroom Condo for 4!

Lake Access & Views | Indoor Pool and Hot Tub

Lakefront Life - Unit 6-2 LCS

Mountain View Retreat - Condo in Chelan

Waterfront Studio Condo on Lake Chelan

Lakeside Luxury with BBQ, HotTub & Pool
Other holiday rentals with a pool

Chelan Waterfront 2BR|2BA Suite

YOLO at The Lookout at Lake Chelan

2BR Lakefront | Patio | Pool | Tennis | Dock

Lake Chelan Walkable Stay | Pool Access | Fire Pit

Lakeview | Indoor Pool + Hot Tub | 2 Parking Spots

Lake Chelan Shores Resort, sleeps 6

Lovely 1BR Lakefront | Patio | Pool

Deluxe View Chelan Condo w/TWO Parking Spaces
When is the best time to visit Chelan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $298 SGD | $276 SGD | $276 SGD | $276 SGD | $273 SGD | $308 SGD | $392 SGD | $425 SGD | $305 SGD | $259 SGD | $290 SGD | $296 SGD |
| Avg. temp | -1°C | 2°C | 6°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 11°C | 3°C | -1°C |
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